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Automatic check-ins and the old, personal web

Basecamp 3’s automatic check-in feature can build community and help you design your career and your life. It even brings back some of the joy we once derived from the days of the personal web.

ABOUT A YEAR ago, around the time I launched my new design studio, I moved nearly all business-related communications to Basecamp 3, the latest evolution of the web-based project and communications management tool from my Chicago designer friends who used to be called 37signals.

One of Basecamp 3’s nicest features is the ability to set up automatic check-ins, such as asking all team members “What did you work on today?” at 5:00 pm daily.

On the surface, it’s intended as a way of letting everyone know what their teammates are working on, thereby deleting needless meetings from everyone’s schedules. But the feature can go much deeper, as I’ve discovered to my great pleasure. A day at a time, it can build community and help you design your career and your life. It even brings back some of the joy we once derived from the days of the personal web.

What did you work on today?

Over the years, I’ve started or cofounded several web-related businesses. Rather than limit my new studio.zeldman Basecamp exclusively to the designers, developers, and UX specialists who make up my studio, I decided to include everyone from all the businesses I touch.

Naturally, I’m mindful of people’s bandwidth, so anyone who doesn’t wish to participate can opt out or selectively block threads or projects that don’t interest them. I also refrained from inviting two staffers from one of my businesses who, for whatever reason, have just never hit it off with Basecamp. (Evangelizing any tool, however much one personally loves it, is like trying to convince a carnivore to go vegan. It accomplishes nothing, and leaves everyone feeling hurt.)

Save those two folks, with whom I collaborate through other methods, everyone else I work with on a daily or weekly basis, across all my little businesses, has access to a shared Basecamp. And every day at 5:00 pm Eastern Time, Basecamp asks all of us, “What did you work on today?”

The evolution of open sharing

At first, those who chose to participate took the question literally, sharing the work-related tasks we’d accomplished that day. But, over time, we began something sharing else. We began sharing our lives.

As if in a Unitarian church group, or an AA meeting, we share daily joys and sorrows, hopes and aspirations. One of us has a child leaving the nest; another’s child may have had a tough day at school. One of us is writing a book, another has begun physical therapy. Some of us comment on each other’s shares; others use Basecamp’s “applause” feature to indicate that we read and appreciated what was shared. Some folks write essays; others share via bulleted lists.

Hearkening back to the old, personal web

Sharing and reading other people’s posts has become a highlight of my day. Of course it helps me get my work done, but more importantly, it also lets me focus on my life and professional goals—and those of my friends. I love getting to know people this way, and I deeply appreciate how respectful and safe our sharing space feels—partly because Basecamp designed the space well, and partly because I work with people who are not only talented and bright, but also kind and empathetic.

If we all sat together in the same office space, I doubt we would let down our guard as much as we do when responding to Basecamp’s automatic check-in. Indeed, far less personal sharing goes on with the non-remote colleagues in my NYC studio space—probably because we are all there to work.

It reminds me of what life was once like on the old web, where people shared honestly on their personal sites without fear of being harassed. I’m not the only old-timer who misses that old web; in recent years, several of my internet friends who once blogged blithely have switched to opt-in newsletters, sharing only with subscribers. Although I mourn the personal, open-hearted web we once shared, I understand this impulse all too well. Sharing with my colleague/friends on Basecamp restores some of the joy I used to take from sharing and listening on the old open web. You might try it.

Also published at Medium

By L. Jeffrey Zeldman

“King of Web Standards”—Bloomberg Businessweek. Author, Designer, Founder. Talent Content Director at Automattic. Publisher, alistapart.com & abookapart.com. Ava’s dad.

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